HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 18953464, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N'-Hydroxycyclopropanecarboximidamide | HCID 2794666 | — |
| Reactant | HCID 18953495 | HCID 18953495 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18953464 | HCID 18953464 | 82.4% |
Reaction Steps
A mixture of ethyl 5-morpholino-imidazo[1,5-a]quinazoline-3-carboxylate (2.5 g, 7.7 mmol), cyclopropanecarboxamide oxime (3.8 g), crushed 4 Å molecular sieves (7.5 g), and sodium hydride (0.3 g, 60% in mineral oil, 7.7 mmol) in 50 ml of dry DMF was stirred at room temperature for 1 h. Glacial acetic acid (2 ml) and dichloromethane (75 ml) was added, and the mixture was filtered through celite. The filtrate was evaporated and the residue was triturated with water (100 ml). Pale yellow crystals precipitated and was collected by filtration and dried to give 2.3 g of the title compound, m.p. 189°-191° C. A pure product was obtained by recrystallization from CH2Cl2 /ethyl acetate; yield 1.9 g (69%), m.p. 197°-198° C. (Compound 19).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05276028 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-ceb7c86fe41b4b60b543b02f68d15bea |
| Source note | uspto-grants-1994_01 |